Forbes Features

Exploring Tax-Deferred Real Estate Strategies: A Tale of Two Investors

Michael Bruce
Michael has more than 15 years of experience in accounting and law. He has in-depth knowledge of wealth transfer, business succession, trust and charitable planning for high-net-worth families and individuals. Immediately before joining PCM, he was a senior manager at Deloitte Tax LLP in the Private Company Services group.

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In the realm of real estate investment, understanding how to effectively utilize tax-deferral strategies is crucial. This narrative centers around two fictional investors, Grayson and Wayne, who have different visions for their futures and choose distinct paths to manage their tax obligations while advancing their strategic goals.

Wayne’s Choice: UPREIT Strategy

Wayne, at a point in his life where daily management is less appealing, opts for an Umbrella Partnership Real Estate Investment Trust (UPREIT). By transferring part of his interest in a highly valuable real estate development into an UPREIT, Wayne receives securities in return. This transaction is structured to be non-taxable initially, postponing tax obligations until the securities are converted to REIT shares or cash. A significant advantage of this strategy is the potential for the securities to receive a step-up in basis upon death, potentially erasing the built-in gains.

While this approach allows Wayne to enjoy the benefits of diversification and professional management, it does mean relinquishing control over the property. The risk of an unplanned tax bill arises if the REIT decides to sell the property, a factor Wayne is prepared to accept.

Grayson’s Approach: S. 1031 Exchange

Grayson, who prefers to stay active in property development, decides on a Section 1031 exchange, which allows for the deferral of capital gains tax by reinvesting the proceeds from a property sale into another property. Not wanting to delay his next purchase until after selling his current properties, Grayson opts for a reverse 1031 exchange. This method involves a qualified intermediary who holds title to the new property temporarily, enabling Grayson to secure his next investment quickly without incurring immediate taxes.

Assessing the Right Strategy

Both strategies offer distinct advantages depending on personal circumstances and long-term goals:

  • Individuals looking to step back from day-to-day management might find UPREITs appealing for their hands-off nature and potential tax benefits.
  • Active investors like Grayson, aiming to continue growing their portfolio directly, may prefer the flexibility of 1031 exchanges to maintain momentum and defer taxes.

Final Thoughts

Whether considering a UPREIT or a 1031 exchange, it’s essential to weigh these options against long-term strategic plans for your assets and your family. Consulting with experienced tax and legal advisors, such as Michael Malakoff with his extensive background in wealth management, is critical to navigate the complexities of real estate investments and ensure alignment with broader financial objectives.

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